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My worse mmorpg purchases were

Collector's Edition Warhammer. Not only was it a terrible mmorpg, but the masks(character heads) you got from collector's edition was such an embarrassment I didn't even wear them. Looked like a 3 year old drew them.

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For me it was SWG. It just wasn't a very good game to me. I was dumb enough to try it again when Jump to Lightspeed came out (I only say dumb enough to try it again because the xpac cost by itself plus another 15$ to resub). I don't remember ever being as disappointed in a game...twice.

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SWTOR-Collector's edition.

I refused to try beta because I didn't want to spoil launch...boy was that a dumb mistake. It was my one and only purchase regret. I usually do my homework to avoid any later regrets, but I let the Star Wars hype draw me in.

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We're talking about MMORPGs? Then I'd say Guild Wars 2 and Warhammer online. Guess both are worst for me because of the grouped dynamic events. Fun idea but it kinda feels like playing solo...

Non-MMORPGs is a long list. But looking price/value wise (ie most expensive with shortedt playtime) I think it's Oblivion and Civilization IV. Oblivion because I was spoiled by Morrowind's deep system and Oblivion feld kinda shallow after that. Civ4 because it's just the worst civ-game ver made. Good thing that Civ5 is so much better (back to that Civ1+3 feeling)

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WAR I guess would be mine. Not that I actually regret buying it, it's one of the few mmos I paid full price for that I didn't get even 1 character to max lvl.

The PvP grind was so lame and one sided, the pve was good when you could find someone not grinding in pvp matchs and the world pvp was pointless. I don't remember what lvl I actually got to ( first lvl in the last tier on pvp ) but I called it quits and never went back.

SWTOR I can't really complain I got 2 characters to max lvl enjoyed the storys for both and played about 3 months. Not all that great for an mmo but I guess I got my moneys worth out of it.

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I would never throw in GW2 as a worst purchase. It retains it's value, just like GW1 did. Love or hate it you still can always go back to it to check things out, do events, ect ect from time to time without having to pay a dime unlike WoW or any P2P MMO.

Worst purchase...hmmm.... likely SWTOR or Rift. Total waste of money, still have the free 30 day play time with Rift so Rift might be the worst purchase as at least with SWTOR I played the betas and played at launch for a bit.

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GW2 is probably the worst for me. I bought it to play with a friend, enjoyed it for around 2 hours and struggled to make myself login for a few days before forgetting about it.

my swtor CE purchase was a bad choice also but my son loves the malgus statue and for all its faults I did get a lot of enjoyable play from the game.

My best choice is avoiding a purchase is going to be Neverwinter. I love forgotten realms but I'm not falling for another f2p shop with a game tacked on ala TOR so at least I can look forward to not repeating my mistakes.